Nitric Acid → HCID 178526735, compound

HRID 1445009Notes

Reaction equation

HRID 1445009 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[CH:8][C:9]([OH:12])=[N:10][CH:11]=1.O>S(=O)(=O)(O)O>[F:5][C:6]1[CH:7]=[C:8]([N+:1]([O-:4])=[O:2])[C:9]([OH:12])=[N:10][CH:11]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 178516119HCID 178516119, compound

Product 1

HCID 178526735HCID 178526735, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
85 °C

Procedure

A mixture of nitric acid (70%, 15 ml) and sulfuric acid (15 ml) was slowly added at 5° C.˜10° C. to a solution of 5-fluoro-2-hydroxypyridine (13.0 g, 115 mmol) prepared in Step 2 in sulfuric acid (31 ml). The reaction mixture was heated for 2 hours at 85° C. and then cooled to room temperature. Water was added to the reaction mixture, which was then filtered. The resulting yellow solid was dried to give 11 g of the titled compound as yellow solid. (Yield: 60%).

Workup

  1. temperaturecooled to room temperature
  2. filtrationwas then filtered
  3. customThe resulting yellow solid was dried

Sources & evidence

ORD record
ord-8c69cb852fe048738597634f951383f4
Source dataset
uspto-grants-2010_02
Patent number
US07662832B2

Reaction notes

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